Senior Strategic Customer Success Manager

🕒 May 15

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Calendly

WebsiteLinkedInAll Job Openings

501 - 1000 employees

Founded 2013

☁️ SaaS

⚡ Productivity

🏢 Enterprise

💰 $3.5G Series B on 2021-01

SaaS • Productivity • Enterprise

Calendly is a leading scheduling platform, trusted by over 100,000 organizations worldwide, including 86% of Fortune 500 companies. It simplifies the process of scheduling meetings through integrations with Google Calendar, Microsoft Outlook, and other calendar systems. Calendly offers tools for automated meeting reminders, follow-ups, and customizable scheduling options, making it suitable for individual users and enterprise organizations alike. With features like video conferencing tool integration, custom event types, and comprehensive admin management, it supports a seamless scheduling experience and boosts productivity across teams. Calendly’s platform integrates with over 70 other tools to enhance workflow efficiencies, offering solutions for individuals, teams, and enterprise-level clients.

📋 Description

• Managing a diverse portfolio of Calendly’s largest accounts ($40k + ARR) leading with strategic plans that ensure adoption, retention, and long-term growth. • Understanding and navigating complex customer environments to uncover expansion opportunities across multiple business units and stakeholders. • Delivering a white-glove experience by proactively identifying & mitigating risk and opportunities, fostering executive engagement, and building long-term roadmaps that demonstrate measurable ROI. • Acting as a strategic partner by aligning Calendly’s product with customer business objectives, leveraging advanced configurations, integrations, and use cases. • Collaborating cross-functionally with Sales, Product, and Support to elevate the customer voice and influence product direction. • Playing a leadership role in CS operations by contributing to process evolution, playbook development, and CS-wide initiatives. • Confidently representing Customer Success across internal and external forums; building trust and alignment through strong communication and strategic thinking.

🎯 Requirements

• 5+ years of experience in Customer Success, Account Management, or Sales within a SaaS/PLG environment. • Strong track record of owning and growing complex Enterprise accounts, especially those with multi-team and multi-product usage. • Skilled in analyzing customer data to drive strategic outcomes and uncover trends that inform proactive engagement. • Confident with tools like Salesforce, Gainsight, and other CS systems; dedicated to keeping internal systems up-to-date and accurate. • Demonstrated ability to operate autonomously, influence cross-functional decisions, and contribute to team growth and maturity. • Excellent communicator with strong business acumen and a sharp eye for balancing customer satisfaction and company goals. • Authorized to work lawfully in the United States of America as Calendly does not engage in immigration sponsorship at this time.

🏖️ Benefits

• Competitive benefits • Quarterly Corporate Bonus program • Equity awards